An exemplary method includes maintaining data representative of a plurality of advertisements each having one of a plurality of different resolutions, detecting a message indicative of an upcoming advertisement break in a media content program being transmitted to a media content access device by way of a content channel, detecting a resolution of the media content program, directing a dynamic advertisement delivery subsystem communicatively coupled to the media content access device to dynamically transmit a subset of the advertisements by way of one or more advertisement channels, wherein each advertisement included in the subset has the same resolution as the resolution of the media content program, and distributing tuning information associated with each of the one or more advertisement channels to the media content access device prior to an occurrence of the advertisement break. Corresponding methods and systems are also disclosed.